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Winter Haven, FL 55+ Retirement Communities and Homes

Winter Haven, Florida, is a charming city perfect for active adults 55+, known for its beautiful chain of lakes and relaxed lifestyle. With a warm climate and picturesque surroundings, Winter Haven offers plenty of outdoor activities, including boating, fishing, and watersports. Residents can explore the scenic beauty of Bok Tower Gardens, stroll along the historic downtown area, and enjoy local shops and restaurants. The city also boasts a vibrant arts and cultural scene, with theaters and music venues. Winter Haven provides a welcoming and engaging environment for a fulfilling retirement.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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Bedrooms

Bathrooms
Square Feet
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Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1254 Sq. Ft.

1428 Wild Dunes Ct. (LOT #62)
Winter Haven, FL 33881

'62

IMMACULATE HOME WITH NATURE VIEWS! 1997 Homes of Merit Lot 62 | $125,000 | Two Bed | Two Bath + Den | 1,254 sq. ft. This beautifully maintained home is perfectly situated on a desirable perimeter lot overlooking a peaceful nature reserve letting you ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1680 Sq. Ft.

1108 La Costa Lane (LOT #659)
Winter Haven, FL 33881

659

STUNNING GOLF COURSE HOME WITH LAKE HAINES VIEWS! 2000 Jacobsen Lot 659 |Reduced to $129,900 | Three Bed | Two Bath | 1,680 sq. ft. This spacious 2000 Jacobsen home offers over 1,600 sq. ft. of beautifully updated living space, situated right on the ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

148 Osprey Dr.
Haines City, FL 33844

This manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms, making it the perfect cozy retreat for an individual or a couple. Built in 1998 by Nobility, the home boasts a spacious living room, dining room, family room, and a Florida ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

442 Kingfisher Ln.
Haines City, FL 33844

This charming manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms. Built in 1992 by Homes of Merit, this home offers a cozy living room, dining area, master bedroom , two baths will new vanities and new high toilets. fully equipped ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

145 Blue Heron Blvd
Haines City, FL 33844

This spacious 2.0 bed 2.0 bath manufactured home at Blue Heron Bay in Haines City, FL offers a comfortable and cozy living space with 1326 square feet of living area. Built in 1997 by Palm Harbor, this well-maintained home features a large living room, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

196 Kingfisher Ln.
Haines City, FL 33844

This Manufactured Home in Blue Heron Bay, Haines City, FL offers a cozy retreat with 2 bedrooms and 2 bathrooms. Built in 1997 by Nobility, this charming home features a spacious living room, master bedroom with a walk-in closet, and a well-equipped ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1326 Sq. Ft.

1701 W Commerce Ave Lot #160
Haines City, FL 33844

New Plumbing & HWT 2026 - New AC 2025 - New roof 2023

Welcome to Heartland Estates, An active & fun 55+ community! We are excited to present this spacious & move in ready home. This home has 2 bedrooms & 2 bathrooms & boast many upgrades to make moving stress free. This spacious home is welcoming from ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 988 Sq. Ft.

1701 W Commerce Ave Lot #88
Haines City, FL 33844

New Plumbing 2026 - New roof 2025

Welcome to Heartland Estates, A 55+ lifestyle community! Where your new home & active new lifestyle awaits you! We have an adorable home that is priced to sell. This 2B2B home is perfect for relaxation & entertainment alike.! Whether you are beginning ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1080 Sq. Ft.

157 Winterdale Dr. N
Lake Alfred, FL 33850

Site # 0174 Addr: 157 Winterdale Dr. N

his beautifully maintained 2-bedroom, 2-bath home offers a bright open floor plan designed for comfort and convenience. Located in a desirable 55+ gated community, this home is perfect for relaxed, low-maintenance living. Enjoy a spacious living and ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

273 Egret Dr.
Haines City, FL 33844

This 1512 square foot, 2.0 bed 2.0 bath Manufactured Home in Blue Heron Bay offers a spacious layout with a beautiful Foyer, Living Room, Dining Room, Family Room, Master Bedroom with a Walk-In Closet, Kitchen with a Breakfast Nook, Laundry Room, and ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

196 Crane Ln.
Haines City, FL 33844

This 1232 square feet, 3.0 bed 2.0 bath manufactured home in Blue Heron Bay offers a spacious and inviting layout. The living room, dining room, and Florida room provide ample space for relaxation and entertaining. The master bedroom includes a walk-in ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1254 Sq. Ft.

1701 W. Commerce Ave. Lot 263
Haines City, FL 33844

Truly move in ready!!

Welcome to Heartland Estates, where an inviting & active community awaits you! We are excited to present this welcoming & bright 2B2B home that perfectly embodies the atmosphere of relaxation & tranquil living. Imagine your day filled with fun activities ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1680 Sq. Ft.

3000 US HWY 17/92 W LOT #633
Haines City, FL 33844

Site # 0633 Addr: 3000 US HWY 17/92 W LOT #633

Welcome to this charming and fully furnished 2-bedroom, 2-bathroom manufactured home with a den perfect for a home office, guest space, or hobby room. Move-in Ready! This cozy abode features a convenient 1-car garage, ideal for storing all your outdoor ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 784 Sq. Ft.

263 DIXIE DRIVE
Haines City, FL 33844

Site # 0263 Addr: 263 DIXIE DRIVE

Welcome to this beautifully updated home featuring hardwood flooring throughout the main living areas and a spacious, open layout. The bright enclosed porch offers the perfect spot to relax and enjoy natural light all year round. The covered back patio ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1200 Sq. Ft.

114 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0199 Addr: 114 Winterdale Dr. S

Welcome to your slice of sweet Southern charm in one of Florida s premier 55+ communities! This beautiful 3-bedroom, 2-bath home combines comfort, convenience, and timeless style. You'll love the spacious kitchen, which features abundant cabinetry and ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1120 Sq. Ft.

339 ASHLEY DRIVE
Haines City, FL 33844

Site # 0339 Addr: 339 ASHLEY DRIVE

This beautifully maintained home offers an open floor plan filled with natural light, highlighted by skylights in both the kitchen and bathroom. Important updates include a new roof installed in 2022 and a new carport added the same year, providing durability ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

307 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0122 Addr: 307 Winter Garden Ct.

This newly listed 2 bedroom 2 bath home has new windows and new siding and so much more. Walk into the kitchen past the formal dining area with a breakfast nook looking out the front bay windows. Large living room with a lanai at the front of the ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

1701 W Commerce Ave Lot 192
Haines City, FL 33844

New Model deluxe kitchen 42" uppers and 7' long Island is a must see.

Welcome to Heartland Estates, where luxury meets energy efficiency in every corner of our homes. Picture yourself in a spacious open floor plan, surrounded by White Shaker cabinets, a large island perfect for entertaining, and top-tier Whirlpool stainless ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Heartland Estates

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1289 Sq. Ft.

1701 W. Commerce Ave. Lot 107
Haines City, FL 33844

2024 Skyline Champion Deluxe Island Kitchen open plan

Welcome to our vibrant 55+ community at Heartland Estates! Step into this modern three-bedroom home with energy-efficient low e-glass windows throughout. Whirlpool premium stainless steel appliances and 42" soft grey cabinetry. The open floor plan features ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 952 Sq. Ft.

3000 US HWY 17/92 W, LOT #243
Haines City, FL 33844

Site # 0243 Addr: 3000 US HWY 17/92 W, LOT #243

Welcome to your next home! This cozy and beautifully maintained 2-bedroom, 2-bath residence offers comfort, style, and convenience all on a desirable corner lot. Fully furnished and move-in ready, this home features a spacious open-concept layout with ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Winter Haven, Florida, is a charming city perfect for active adults 55+, known for its beautiful chain of lakes and relaxed lifestyle. With a warm climate and picturesque surroundings, Winter Haven offers plenty of outdoor activities, including boating, fishing, and watersports. Residents can explore the scenic beauty of Bok Tower Gardens, stroll along the historic downtown area, and enjoy local shops and restaurants. The city also boasts a vibrant arts and cultural scene, with theaters and music venues. Winter Haven provides a welcoming and engaging environment for a fulfilling retirement.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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Four Lakes

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